Family-friendly holiday rentals in Hampshire County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hampshire County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hampshire County family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
7–14 Dec
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
7–14 Dec
Bungalow in Easthampton
4.92 out of 5 average rating, 430 reviewsThe Creation Station
21–26 Jul
Home in Northampton
4.87 out of 5 average rating, 566 reviewsThe Farmhouse - Hot tub eclectic farmhouse 3 br
8–15 Sept
Home in Amherst
4.82 out of 5 average rating, 17 reviews"The House"
4–11 Mar
Family- and pet-friendly home rentals
Flat in Northampton
4.95 out of 5 average rating, 220 reviewsCedar Wet Room w Soaking Tub
7–14 Apr
Flat in Ashfield
4.86 out of 5 average rating, 215 reviewsZachariah House Main St. Ashfield
25 Jul – 1 Aug
Loft in Northampton
4.97 out of 5 average rating, 251 reviewsLight-filled Studio Apt. Near Smith
27 Jul – 3 Aug
Home in New Salem
4.88 out of 5 average rating, 199 reviewsStone n' Sky Lodge
5–12 Jun
Home in Sunderland
4.96 out of 5 average rating, 112 reviewsIconic New England Home
9–16 Aug
Home in Easthampton
4.95 out of 5 average rating, 21 reviewsCharming 4 bd/2 bth home near Williston
29 Dec – 5 Jan
Home in Amherst
4.88 out of 5 average rating, 57 reviewsClassic New England Country House, 5 min to town
4–11 Jul
Cottage in Becket
4.76 out of 5 average rating, 139 reviewsPrivate Lake Cottage on 3 acres w/350 sq. ft. deck
21–28 Mar
Family-friendly home rentals with a pool
Flat in Northampton
4.97 out of 5 average rating, 243 reviewsSunny Inspirit Apartment in best downtown location
17–24 Jul
Flat in Deerfield
4.93 out of 5 average rating, 55 reviewsNestled Inn
16–23 Feb
Flat in Northampton
4.93 out of 5 average rating, 169 reviewsLight-bathed 3br w porch in best downtown location
31 Jul – 7 Aug
Flat in Northampton
4.96 out of 5 average rating, 284 reviews1880s sun-bathed beauty in best downtown location
22–29 Jul
Flat in Northampton
4.96 out of 5 average rating, 200 reviewsWood, sunshine & movies in best downtown location
21–28 Aug
Destinations to explore
- Family-friendly rentals United States
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